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6-O-羧甲基-D-吡喃半乳糖的合成及应用

Synthesis of 6-O-Carboxymethyl-D-Galactopyranose and its Application in Cigarette

  • 摘要: 以D-半乳糖(Ⅰ)为起始原料,经羟基保护、亲核取代、皂化和脱保护反应得到目标产物6-O-羧甲基-D-吡喃半乳糖(Ⅴ),并用IR,1H NMR和13C NMR表征了每一步合成产物的结构。以D-半乳糖、丙二醇、甘油和山梨醇为对照,以烟丝含水率为指标对化合物Ⅴ的物理保润性能进行评价。结果表明:①合成化合物Ⅴ为目标产物,反应最终总产率为50.8%;②Ⅴ的保湿性能优于D-半乳糖、丙二醇、甘油和山梨醇。

     

    Abstract: 6-O-Carboxymethyl-D-galactopyranose ( ) was synthesized from D-galactose ( ) through hydroxyl protection, nucleophilic substitution, saponification and deprotection reactions. The structures of the products of each synthesized step were characterized with IR, 1H NMR and 13C NMR spectra. The moisture retentivity of product was tested on tobacco and compared with that of D-galactose, propylene glycol, glycerin and sorbierite respectively. The results showed that:1) The synthesized compound was the target product, the final total yield was 50.8%; 2) The moisture retentivity of was better than that of D-galactose, propylene glycol, glycerin and sorbierite.

     

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